Born in Kansas City, Missouri, Jason Wiles grew up in Lenexa, Kansas. Undecided after high school and having passed up the opportunity to play college football, he began to work for the local Parks and Recreation Department. A year later the movie Mr. & Mrs. Bridge (1990) came to Kansas City. It was then that Wiles began pursuing his interest in filmmaking by working on the set. He took the role of Colin Robbins on Beverly Hills, 90210 (1990), though others are more aware of his talent from his current role as Bosco on Third Watch.